Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant |
| |
Authors: | Dr. Jin Wang Shuyao Zhang Chang Xu Dr. Lukasz Wojtas Dr. Novruz G. Akhmedov Prof. Dr. Hao Chen Prof. Dr. Xiaodong Shi |
| |
Affiliation: | 1. http://xmshi.myweb.usf.edu/index.htm;2. Department of Chemistry, University of South Florida, Tampa, FL, USA;3. Department of Chemistry and Biochemistry, Ohio University, Athens, OH, USA;4. C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV, USA |
| |
Abstract: | Stereoselective thioallylation of alkynes under possible gold redox catalysis was accomplished with high efficiency (as low as 0.1 % catalyst loading, up to 99 % yield) and broad substrate scope (various alkynes, inter‐ and intramolecular fashion). The gold(I) catalyst acts as both a π‐acid for alkyne activation and a redox catalyst for AuI/III coupling, whereas the sulfonium cation generated in situ functions as a mild oxidant. This novel methodology provides an exciting system for gold redox catalysis without the need for a strong oxidant. |
| |
Keywords: | alkynes gold redox catalysis sulfonium cations thioallylation vinyl gold intermediates |
|
|